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Charted by vintage and antiques dealers who make thrice-yearly journeys to Western Massachusetts’s mile-long outdoor antique fair (next up: July 10 to 15).

223 miles

1

At Elephant’s Trunk Flea Market (490 Danbury Rd., New Milford, Conn.; Sundays only), Stephanie Leggio, owner of a vintage store, regularly snaps up furniture, such as a 35-drawer watchmaker’s desk from the twenties.

2

The kitschy Blue Colony Diner (66 Church Hill Rd., Newtown, Conn.) “is a huge chrome place with those machines where you can pay twelve cents and test your strength,” says West Village antiques seller Robert Wurzburg. “They serve obscene amounts of food.”

3

Blackie’s Hot Dog Stand (2200 Waterbury Rd., Cheshire, Conn.; closed Fridays) is a favorite pit stop of Brooklyn watchmaker David Sokosh. “It has an authentic roadside feel as if it is really still 1957, not a fantasy version.”

4

An art gallery within a turn-of-the-century farm estate, the Hill-Stead Museum (tours from $12; 35 Mountain Rd., Farmington, Conn.) is another Sokosh pick. “Works by Degas and Monet, in someone’s home.”

7

The turnover rate at the Putnam Antiques Marketplace (109 Main St., Putnam, Conn.) is fast and furious, says Leggio. “I count on leaving with a hefty pile, from vintage celluloid frames to a thirties French drafting table.”